(2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Base Information

• Chemical Name: (2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide
• CAS No.: 1239977-08-2
• Molecular Formula: C₂₆H₂₆N₂O₄
• Molecular Weight: 430.503

Synonyms:(2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Chemical Property of (2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Chemical Property:

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Technology Process of (2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

There total 1 articles about (2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(2R,3S)-2-benzyloxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide (1239976-99-8) → (2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide (1239977-08-2)

Guidance literature:

With palladium on carbon; hydrogen; In ethanol; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ja1050023

Reference yield: 100.0%

(2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide (1239977-08-2) + tert-butylchlorodiphenylsilane (58479-61-1) → (2R,3S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide (1617519-54-6)

Guidance literature:

With 1H-imidazole; triethylamine; In N,N-dimethyl-formamide; at 60 ℃; for 10h;

DOI:10.1016/j.tet.2014.05.054

Reference yield: 86.0%

(2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide (1239977-08-2) + tert-butyldimethylsilyl chloride (18162-48-6) → (2R,3S)-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide (1617519-53-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2014.05.054

upstream raw materials:

(2R,3S)-2-benzyloxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Downstream raw materials:

(2R,3R)-3-allyl-2-(((tert-butyldiphenylsilyl)oxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

(1R,5R)-1-allyl-6-trityl-3-oxa-6-azabicyclo[3.2.0]heptane-2,7-dione

(3S,4R)-3-acetyl-3-allyl-4-(((tert-butyldiphenylsilyl)oxy)methyl)-1-tritylazetidin-2-one

(1S,5R)-1-allyl-2-hydroxy-2-methyl-6-trityl-3-oxa-6-azabicyclo[3.2.0]heptan-7-one

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